| Identification | More | [Name]
Ethofumesate | [CAS]
26225-79-6 | [Synonyms]
(+/-)-2-ETHOXY-2,3-DIHYDO-3,3-DIMETHYL BENZOFURAN-5-YL-METHANE SULFONATE
(+/-)-2-ETHOXY-2,3-DIHYDRO-3,3-DIMETHYL-5-BENZOFURANYL METHANESULFONATE
(+/-)-2-ETHOXY-2,3-DIHYDRO-3,3-DIMETHYLBENZOFURAN-5-YL METHANE-SULFONATE
BETANAL TANDEM
BOXER(R)
ETHOFUMESATE
ETHOSAT
ETHOSIN
ETOFUMESATE
KEMIRON(R)
NORTRON
NORTRON(R)
PROGRASS
PROGRASS(R)
RUBETRAM(R)
TRAMAT
TRAMAT(R)
(.+/-.)-2-Ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranol methanesulfonate
(+-)-2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranolmethanesulfonate
2-ethoxy-2,3-dihydro-3,3-dimethyl-,methanesulfonate,(+-)-5-benzofurano | [EINECS(EC#)]
247-525-3 | [Molecular Formula]
C13H18O5S | [MDL Number]
MFCD00055321 | [Molecular Weight]
286.34 | [MOL File]
26225-79-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to white crystalline solid.
Commercial formulations include flowable concentrate,
emulsifiable concentrate, and granular products. Mild aromatic odor. | [Melting point ]
70-72° | [Boiling point ]
364.85°C | [density ]
1.3165 (rough estimate) | [refractive index ]
1.5060 (estimate) | [Fp ]
100 °C | [storage temp. ]
0-6°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [color ]
Pale Beige | [Water Solubility ]
50.34mg/L(25 ºC) | [Merck ]
13,3778 | [BRN ]
5759730 | [Henry's Law Constant]
2.7×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [Major Application]
agriculture
environmental | [InChI]
1S/C13H18O5S/c1-5-16-12-13(2,3)10-8-9(18-19(4,14)15)6-7-11(10)17-12/h6-8,12H,5H2,1-4H3 | [InChIKey]
IRCMYGHHKLLGHV-UHFFFAOYSA-N | [SMILES]
CCOC1Oc2ccc(OS(C)(=O)=O)cc2C1(C)C | [LogP]
2.700 | [CAS DataBase Reference]
26225-79-6(CAS DataBase Reference) | [NIST Chemistry Reference]
Ethofumesate(26225-79-6) | [EPA Substance Registry System]
26225-79-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
N | [Risk Statements ]
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 9/PG 3 | [WGK Germany ]
2 | [RTECS ]
DF7716500 | [HS Code ]
29329990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1 | [Hazardous Substances Data]
26225-79-6(Hazardous Substances Data) | [Toxicity]
LD50 orally in rats: 1130 mg/kg (PB85-143766) |
| Hazard Information | Back Directory | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions) if
breathing has stopped, and CPR if heart action has stopped.
Transfer promptly to a medical facility. When this chemical
has been swallowed, get medical attention. Give large
quantities of water and induce vomiting. Do not make an
unconscious person vomit | [Shipping]
UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required. | [Incompatibilities]
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, and epoxides | [Description]
Ethofumesate is a pre- and post-emergence selective herbicide for grasses and broadleaved weed control. It is moderately soluble in water and highly soluble in many organic solvents. It is not considered to be volatile, nor is it usually persistent in soil systems. It is moderately mobile in the environment and so may leach to groundwaters. Ethofumesate has a low to moderate ecotoxicity for many species although there are gaps in data. No serious human health issues have been identified. | [Chemical Properties]
Colorless to white crystalline solid.
Commercial formulations include flowable concentrate,
emulsifiable concentrate, and granular products. Mild aromatic odor. | [Chemical Properties]
Whitish crystals. Does not
hydrolyze with water at neutral pH. | [Waste Disposal]
Do not discharge into drains
or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill.
Consult with environmental regulatory agencies for guidance on acceptable disposal practices. If allowed,
Incineration with effluent gas scrubbing is recommended.
Containers must be disposed of properly by following package label directions or by contacting your local or federal
environmental control agency, or by contacting your
regional EPA office | [Uses]
Ethofumesate is a herbicide. | [Uses]
Herbicide, silvicide. | [Definition]
ChEBI: 2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate is a methanesulfonate ester that is methanesulfonic acid in which the hydrogen of the hydroxy group has been replaced by a 2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl group. It is an ether, a methanesulfonate ester and a member of 1-benzofurans. | [Production Methods]
Ethofumesate is commercially produced through a multi-step chemical synthesis involving several key reactions. The process typically begins with the reaction of morpholine and isobutanal, followed by a cyclisation step involving benzoquinone to form the benzofuran core structure. This intermediate is then subjected to sulfonation using methylsulfuryl chloride, forming a methanesulfonate ester. The final steps include alcohol-based reactions and purification through crystallization and recrystallization to yield high-purity ethofumesate. | [Agricultural Uses]
Herbicide: A major use is to control weeds in sugar beet crops.
U.S. Maximum Allowable Residue Levels for
Ethofumesate and its metabolites 2-hydroxy-2,3-dihydro-3,3-dimethyl-5-benzofuranyl
methanesulfonate and
2,3-dihydro-3,3-dimethyl-2-oxo-5-benzofuranyl methanesulfonate
(both calculated as the parent compound) | [Trade name]
BATAMIX PROGRESS®; BETANAL®;
ETHOSAT® 500; KEMIRON®; NORTRON®; NC8438®;
POWERTWIN®; PROGRASS®; PROGRESS®;
TANDEM®; TORERO® | [Mechanism of action]
Selective, systemic, absorbed through emerging shoots and roots. Inhibition of lipid synthesis. | [Pesticide Type]
Herbicide |
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